Yung Schmoobin

Simon Orr (born August 24, 2002), better known by his stage name Yung Schmoobin, is an American rapper, singer, songwriter, producer and former label executive who was the CEO and one of the founders of the Flex Entertainment record label. He managed most affairs on the label including new signees, public relations and channel uploads. He stepped down from executive and left Flex Entertainment on August 20, 2020.

He is best known for his songs "Eat, Sleep, Flex, Repeat", "Hippity Hoppity", "DEMONETIZED" and his eight minute posse cut "YouTube Money Reloaded" which was the first song to be released under the Flex Entertainment brand. His mixtape "Eat, Sleep, Flex, Repeat" was a critical hit on release and became one of the most well known Flex Entertainment projects of it's time. Mixtapes such as "Yung Boy Flexin" and "YouTube Money" did not fair as well upon release but have been looked at fondly in retrospect by fans and critics alike.

Although leaving the label fairly early in it's history, Schmoobin's influence has been seen by many as the jumping off point for artists in Flex putting more effort into their music and experimenting more with DIY production as opposed to YouTube type beats.

Schmoobin13 and Early Career (2015-2017)
Schmoobin would start out as a YouTuber by the name of Schmoobin13, creating his channel on August 27, 2015. He would upload his first video titled "The Book" on October 5. The video would be a skit and he would continue that format of videos for the foreseable future on that channel, often featuring his friends Gage, Joe and Jesse. Some of his most infamous videos from this time period include "Rap God Challenge", "My New Playstation!" and various videos from his TEAM JOEMERICA series.

On August 20, 2017, Schmoobin would upload his first song to YouTube titled “YouTube Money”. The song was extremely short, low quality and featured lyrics about making ad revenue on YouTube. He would then upload “RisinLikeVerizon,” on December 9. The track was a satirical take on then popular rapper Lil Pump's musical style. He would join a small label called 77descending during this time period. The group was primary based around being a parody of Asian hip hop record label 88rising. There was a parody album of 88rising's first compilation planned which would never come to fruition although several songs can be found on YouTube. The label would die out just as Schmoobin's rap career would begin.

YouTube Money Mixtape and founding Flex Entertainment (2018)
Schmoobin would discover Brad Taste in Music through his YouTube channel in February 2018. After watching his various reaction videos, he would find out that Brad made meme rap under the alias "Big Baller B". Due to him sharing a similar vision with Brad, Schmoobin would reach out to him for a collaboration on his then up and coming mixtape titled "YouTube Money".

The YouTube Money Mixtape would be released on May 18 to near unanimous negative reception. The tape's goal was to parody popular SoundCloud rappers of the time including XXXTENTACION and Lil Pump. It would be criticized for its terrible lyricism, production and general unfunniness. On June 14, Brad released a reaction video to Yung Schmoobin’s YouTube Money Mixtape causing Schmoobin to make a lot more connections with other people in that scene. Around this time, then small time producer A.J. would reach out to Schmoobin to work on music. Schmoobin would also discover Lil Flexer, finding him on TheTopTens.com.

The groundwork was laid for a massive remix of Schmoobin's first song "YouTube Money". Brad and Schmoobin would reach out to several artists with similar styles to Schmoobin including Lil Mosquito Disease, Lil Meerkat, Submarine Man and the aforementioned A.J. and Lil Flexer. Most artists would respond to the request and send in verses for the track (excluding Submarine Man who would not respond due to unknown reasons). The track would released on December 24 and be met with negative and positive reception with some praising the grandness of the collaboration and others making similar criticisms to what was said on YouTube Money mixtape.

Shortly after the remix would release, Schmoobin, Flexer and Mosquito would have a talk in a group chat and decide to merge Flexer's label (Old Man Dad Records) and Asseating Records (Lil Mosquito Disease's label) to create a brand new larger and more diverse label. The label would be called "Flex Entertainment". All 3 would become executives of this new label.

Rise of Flex Entertainment & It’s 9:30 PM And I'm Bored, Yung Boy Flexin and Sad Lives Matter (Early-Mid 2019)
Schmoobin and the other executives would sign various artists during the first few months of Flex Entertainment including Tending Bike (then Big Lil), Yung Lambo, Kid Floral (then Lil Boxx), Yung Fizz and Lil Shizz. Schmoobin would release a short EP titled "It’s 9:30 PM And I'm Bored" on February 18. The EP would be met with mixed reception with many not having a clear opinion on it. The track "Fortnite, Swag, Victory Royale, Get Em" would blow up over the next 2 years though as it sampled "R.I.P." by Playboi Carti.

Schmoobin would release his second mixtape "Yung Boy Flexin" on March 25 to mixed reception. The tape featured cover art of Schmoobin parodying the infamous Wolf album cover by Tyler the Creator. Many would claim the project had mostly the same flaws as his previous mixtape from 2018 as the lyrical content and flows stayed pretty minimal and did not diversify as much as some had hoped. The project would however contain a few hits such as the title track, "A1rp0ds", "Flex Gang Anthem" and the hit single from 2019 "YouTube Money Reloaded". The project would be revisited in 2021 to much more positive reception with many even claiming it was the best work Schmoobin had ever put out.

After the release of his second mixtape, Schmoobin would feature on various other Flex Entertainment artists's projects. He would be featured on "Issa Banger" from Lil Mosquito Disease's debut studio album "Infection", "Dodge the Popo" from Big Baller B's debut studio album "Big Baller Paradise" and "Bitch I Got the Sauce" from the two aforementioned artist's collaborative album "Swarm". All these feature performances would be met with extremely positive reception as many saw Schmoobin improving his flows and lyricism to the point that he would often outshine the lead artists on their own tracks. He would also feature on "Footi Friday" from Submarine Man's "Barefoot Worlds" and "Drip" from Tending Bike's (then Big Lil) "Subzero" but neither of these performances were received positively along with the projects they were released on.

On May 13, Schmoobin would release "They Stole My Drip" which was a single for his second EP "Sad Lives Matter". The song was met with lukewarm reception as it did not hit as hard as any of his other performances on other artists's tracks. The song would receive a music video filmed during a storm at Schmoobin's house. The music video has since been deleted for unknown reasons and there has not been a reuploaded version available as of 2022. During that same summer, Schmoobin would become the de-facto owner of Flex Entertainment as Lil Flexer was removed from his position due to inactivity and Schmoobin's desire to have more direct involvement on the state of the label.

Schmoobin would release his second EP "Sad Lives Matter" on September 6. This project was met with very low reception as many thought it was rushed and didn't live up to the hype or potential that Schmoobin had showed that year with Big Baller B calling it a "Cute little project but once again Schmoob doesn’t live up to the potential I have been waiting for from him".

Beef with E.M.B.E.E and increase in popularity (Late 2019)
In the later months of 2019, Schmoobin would enter a beef with British rapper and football player E.M.B.E.E. The exact reason is not known but the two would send playful jabs at each other. On October 11, Schmoobin would release a diss track on E.M.B.E.E titled "Meningitis" with a feature from fellow executive Lil Mosquito Disease. The song was Schmoobin's best received yet and listeners praised both Schmoobin and Mosquito for their fiery performances, lyricism and hard hitting disses towards the infamous football player. E.M.B.E.E would respond with a diss track titled "Dyslexia" featuring a rapper by the name of T.K. The song was clowned on and not taken very seriously by most who heard it leaving Schmoobin and Mosquito victorious in this beef.

Schmoobin would release 3 more singles before the end of the year with "Fallen Soldiers" on November 3, "Hippity Hoppity" on November 15 and "All That" featuring Kid Phang on December 4. The latter two singles were both met with very positive reception, especially All That which was considered one of the best songs of the year. "Fallen Soldiers" would mostly go under the radar as it was a gimmick track to cash in on the No Nut November movement that was going on at the time. "Fallen Soldiers" also was a parody of an XXXTENTACION song titled "Touch Em Body".

Eat, Sleep, Flex, Repeat and peak in popularity (Early 2020)
After the success of "Meningitis", "Hippity Hoppity" and "All That", Schmoobin was finally gaining a lot more recognition. Although the owner of Flex Entertainment, Schmoobin wasn't the most popular artist by a large margin. This would change though after the release of his third mixtape "Eat, Sleep, Flex, Repeat". Before the mixtape would release, Schmoobin released two singles "DEMONETIZED on January 17 and one with the same title of the mixtape featuring small time Flex rapper Kid Floral (then Lil Boxx) on March 19. Both singles were met with positive reception although the "Eat, Sleep, Flex, Repeat" would be the far more popular one, becoming arguably Schmoobin's second signature song after 2018's "YouTube Money Reloaded". Two other versions of the track would be leaked over the next few months, one featuring A.J. and the other featuring Jay-Shay. Both of these leaked remixes were met with negative reception as fans saw the featured performers as "ruining the song", mostly in the case of the A.J. Remix.

Schmoobin's third mixtape titled "Eat, Sleep, Flex, Repeat" would release on March 27. The mixtape was almost completely produced by Schmoobin excluding the title track and the two interludes and featured guest verses from the likes of Big Baller B, Kid Floral (then Lil Boxx), Lil Mosquito Disease, Kid Phang, 905emerald (then Emerald) and Yung Fiji Water. The mixtape was met with mostly unanimous approval from fans and critics alike with the innovative production, flows, charisma and lyricism all being praised. The project was seen as a massive turning point for Flex Entertainment as it raised the standard of music from Flex for many as the tape was seen as being unironically enjoyable for most listeners. The project would become the most highly rated and most rated Flex project on reviewing website AlbumoftheYear for a long period of time. The tape would experience a decline in critical approval over the next two years however as many saw later Flex projects as eclipsing it for them.

Facts no Fiction and departure from Flex Entertainment (Late 2020)
Schmoobin would not release much after his third mixtape citing issues with coming up with new ideas and having creative burnout on music. On July 3 he would release a track on Flex Gang, Vol. 2 titled "Facts no Fiction" produced by then Flex artist Lil Toy Yoda. The song was met with sluggish reception as with most of the project however it was seen as one of the strongest tracks for most. It was mostly criticized for it's skit appearing in the middle of a relatively bouncy and lively song. On July 14, Schmoobin would release his music video for "Choral on Choral" featuring cameo appearances from friends Joe, Gage and Jesse. While the song was well received and one of the most popular from his third mixtape, the music video would be criticized for it's iMovie editing as people thought the video would be better edited.

As August came to a close, Schmoobin would begin having various issues with the rest of the Flex staff team. He would resign from executive and leave the label on August 20. The decision was mourned by many as well as some being angry or confused.

Post-Flex Entertainment and ldybyrdd (2021)
Since his departure from Flex Entertainment, Schmoobin would remain mostly quiet. He was planned to feature on xofilo (then LVN Filo)'s October single "D.T.Y.D" but had his verse cut due to it not fitting the song. He would state that he would create his own meme rap record label "Sherman Records" however no further developments were made on this idea. Schmoobin would collaborative heavily with meme rap group Apple Juice Box during this time period and be a large part of the development of their self titled album and third instalment of the "Man" series. Schmoobin would record several demos during this time period as well with tracks titled "VORETEXES" and "right_back" being leaked to various people due to them being found in bot commands chats.

On April 30, someone would release a track titled "Doing it Right" on Yung Lambo's pages featuring an alleged verse from Yung Schmoobin. The track would be a bemusing experience for both artists as neither had recorded anything for such a song and the verses were taken from other works of the two. The song would remain up however as it became a cult classic. This song would be officially remixed and released as a single from Lambo on August 13 with features from WT, Depp Gibbs and Lil Toy Yoda as well as a beat produced by Lil Mosquito Disease in preperation for his second studio album "SWAMP FOREVER". Schmoobin would not be on the track however his vocals are faintly present in the final hook.

In June 2021, Schmoobin would coin the alias "ldybyrdd" and would release several instrumental tracks under it. Schmoobin under this name would make an appearance on xofilo's June 4 album "Auroville" with the verse that was cut from the single version of "D.T.Y.D" making an appearance on the album version of the track. This new version of the song would be deleted however sometime after it's release for unknown reasons. A few days after the release of Auroville he would drop song titled "Experiment" under the alias.

Schmoobin would release an EP with A.J. titled "vortex" on September 18 featuring all 3 of the late 2021 leaked tracks. The track titled "Lovely" would be revealed as the track that had it's vocals taken to become "Doing it Right", most however consider the fake track as a better song. The EP would also feature a new track titled "Garden of Eden" featuring rapper and singer WhoIsJordan. The EP received mostly negative reception as it was seen by most as Schmoobin attempting to copy A.J.'s style.

Schmoobin would make several appearances on CLOWHN's body of work during 2021, often playing the character of "Yung Joe" who (like most characters in the Circus Universe) has died and come back on several occasions.

YouTube Money Resurrection and GhostEnergy95 (2022)
During 2022, Schmoobin would once again become active in the Flex Entertainment community, often playing Minecraft on the Flex Minecraft server with various artists. He would release a "single" titled "YouTube Money: Resurrection" on April Fools day. The "single" was a mashup of YouTube Money Reloaded's instrumental and vocals from ECCO2K's "Peroxide" as well as some Schmoobin vocalizations as well. It would become the highest rated song of 2022 on rating website AlbumoftheYear for a brief period. On May 3, Schmoobin would release a track titled "Shooting Star" on his SoundCloud page. The track was a scrap from "Eat, Sleep, Flex, Repeat" and was originally intended as the opener on the mixtape. The track would be included on the YouTube re-release of the mixtape on July 18.

Schmoobin would release another track under the ldybyrdd alias on August 24. The track was titled "GhostEnergy95" and featured Schmoobin rapping over cloud rap style production. It was met with decent reception with some criticizing the overblown outro on the track. He would also do a ldybyrdd feature on Payden McKnight's single "Library".

Mixtapes

 * YouTube Money Mixtape (2018)
 * Yung Boy Flexin (2019)
 * Eat, Sleep, Flex, Repeat (2020)

EPs

 * It’s 9:30 PM and I’m Bored (2019)
 * Sad Lives Matter (2019)
 * vortex (as Ldybyrdd) (2021)